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Journal of Asian Natural Products Research

Hong Jin, Shu Yang, Jun-Xing Dong
Four new lignan glycosides (1-4), named procumbenosides I, K, L, and M, together with cleistanthin B (5) reported for the first time in the genus Justicia, and 5 other known arylnaphthalene lignan glycosides (6-10) were isolated from the whole plant of Justicia procumbens. The structures of the new compounds were elucidated by extensive one-dimensional (1D) and two-dimensional (2D) NMR experiments and mass spectrometry. Procumbenoside M (4) was a rare sesquilignan glycoside never previously reported in the species of Justicia...
October 21, 2016: Journal of Asian Natural Products Research
Banita Pattnaik, Jerripothula K Lakshmi, Rachineni Kavitha, Bharatam Jagadeesh, Debanjan Bhattacharjee, Nishant Jain, Uppuluri V Mallavadhani
Some novel chemically modified frameworks of ursolic acid have been designed and synthesized. The key step was the cycloaddition of azidopropyl-3β-hydroxy-urs-12-en-28-oate with the appropriate C28 propargyl esters of ursolic, corosolic, asiatic, oleanolic, and betulinic acid under Click reaction conditions, and the products were obtained in 74-84% yields. In view of their intriguing structural diversity, they have been subjected to detailed 1D and 2D NMR studies and their structures are thoroughly assigned...
October 20, 2016: Journal of Asian Natural Products Research
Jun-Chi Wang, Guang-Zhi Li, Na Lv, Lian-Gang Shen, Lei-Ling Shi, Jian-Yong Si
A new drimane-type sesquiterpene with an isocitric acid moiety, cryptoporic acid S (1), together with six known compounds, cryptoporic acid D (2), β-sitosterol (3), β-daucosterol (4), stigmast-4-en-3-one (5), ergosterol (6), and (22E,24R)-ergosta-7,22-diene-3β,5α,6β-triol (7), was isolated from the fruiting bodies of Cryptoporus volvatus. The structures of these compounds were established on the basis of UV, IR, MS, 1D and 2D NMR analysis. In the meanwhile, compounds 1 and 2 were evaluated for antioxidant activity using the methods of 2,2-diphenyl-1-picrylhydrazyl free radical scavenging activity (DPPH-RSA) and ferric reducing antioxidant power (FRAP) assay, and they exhibited moderate antioxidant activities...
October 19, 2016: Journal of Asian Natural Products Research
Wei-Zhuo Tang, Zhong-Zhen Yang, Fan Sun, Shu-Ping Wang, Fan Yang, Hou-Wen Lin
Chemical investigation on CH2Cl2 extract of the marine sponge Leucandra sp. afforded two new compounds named leucanone A (1) and naamine J (2), together with eight known compounds (3-10). Their structures were elucidated on the basis of NMR spectroscopic analyses, and comparing with the literature. The cytotoxic activities of the compounds were evaluated against four cancer cell lines, and compound 2 showed mild cytotoxic activities against MCF-7, A549, HeLa, and PC9 cancer cell lines with IC50 values in the range of 20...
October 19, 2016: Journal of Asian Natural Products Research
Pei-Pei Xu, Qing-Feng Li, Yong-Mei Cui, Hai-Xia Lin
A series of paclitaxel analogs modified at C-3'-N and C-7 positions were synthesized from baccatin III and their structures were confirmed by (1)H-NMR, (13)C-NMR, HR-MS. Compound 7e exhibited potent ability to decrease TNFα (tumor necrosis factor α) in the LPS-activated RAW264.7 murine macrophage-like cell line. The preliminary data indicated that the anti-inflammatory effects may be related to MD-2 and Toll-like receptor 4 (TLR4), rather than Toll-like receptor 2 (TLR2).
October 18, 2016: Journal of Asian Natural Products Research
Le Thi Vien, Bui Thi Ngoan, Tran Thi Hong Hanh, Le Ba Vinh, Do Cong Thung, Do Thi Thao, Nguyen Van Thanh, Nguyen Xuan Cuong, Nguyen Hoai Nam, Phan Van Kiem, Chau Van Minh
Using combined chromatographic separations, two new steroid glycosides namely pentacerosides A (1) and B (2), and four known compounds were isolated from the methanol extract of the starfish Pentaceraster gracilis. Their structures were determined on the basis of spectroscopic data ((1)H and (13)C NMR, HSQC, HMBC, (1)H-(1)H COSY, ROESY, and FT-ICR-MS) and by comparing obtained results to the literature values. Among the isolated compounds, only maculatoside (5) showed significant cytotoxic effect against Hep-G2 (IC50 = 16...
October 5, 2016: Journal of Asian Natural Products Research
Guo-Wei Wang, Chao Lv, Yun-Heng Shen, Wei-Dong Zhang
Two new abietane diterpenoids (1-2) and 13 known compounds (3-15) were characterized from the branches and leaves of Abies faxoniana. The chemical structures of the new diterpenoids (1-2) were determined through the analysis of various 1D/2D NMR techniques. Compound 3 is 151,617-trinor-abietane diterpenoid conjugated with a three-membered epoxide ring. The isolated diterpenoids were tested for their cytotoxicities. Among them, compound 3 exhibited the strongest antiproliferative effect against human hepatoma cell SMMC7721 with an IC50 value of 12...
October 3, 2016: Journal of Asian Natural Products Research
Qu-Tong Zheng, Ze-Hua Yang, Liu-Ying Yu, Yu-Yan Ren, Qiu-Xia Huang, Qiu Liu, Xiang-Yu Ma, Zi-Kang Chen, Zong-Bao Wang, Xing Zheng
Numerous biological activities including antioxidant, antitumor, anti-inflammation, and antivirus of the natural product curcumin were reported. However, the clinical application of it was significantly limited by its instability, poor solubility, less body absorbing, and low bioavailability. This review focuses on the structure modification and antioxidant activity evaluation of curcumin. To study the structure-activity relationship (SAR), five series of curcumin analogs were synthesized and their antioxidant activity were evaluated in vitro...
October 3, 2016: Journal of Asian Natural Products Research
Zhen Liu, Yan-Hua Lu, Xu Feng, Ying-Xin Zou, Zhuo Diao, Zhi-Yong Chu
The pentacyclic triterpenoid hederagenin (1) was subjected to biotransformation by Cunninghamella echinulate CGMCC 3.2000, Mucor subtilissimus CGMCC 3.2454 and Pseudomonas oleovorans CGMCC 1.1641. Three metabolites were obtained. On the basis of nuclear magnetic resonance and high-resolution mass spectral analyses, their structures were characterized as 3β, 23-dihydroxyolean-12-en-28-oic acid 28-O-β-D-glucopyranosyl ester (2), 3β, 15α, 23-trihydroxyolean-12-en-28-oic acid (3), 1β, 3β, 23-trihydroxyolean-12-en-28-oic acid (4), and metabolite (3) was a new compound...
September 26, 2016: Journal of Asian Natural Products Research
Wei Wang, Yu-Ying Zhao, Hubiao Chen, Qing-Ying Zhang, Hong Liang
Chemical investigation on the ethyl acetate extract of the roots of Hedysarum multijugum resulted in the isolation of two new prenylated isoflavonoids: 5, 7, 2'-trihydroxy-4'-methoxy-3'-(γ, γ-dimethylallyl) isoflavone (hedysarimisoflavone A, 1) and 5, 7, 2'-trihydroxy-4'-methoxy-6, 8-di-(γ, γ-dimethylallyl) isoflavone (hedysarimisoflavone B, 2). Their structures were elucidated on the basis of spectroscopic analyses, especially, (1)H and (13)C NMR spectra in conjunction with their 2D experiments, (1)H-(1)H COSY, HMQC, HMBC, and NOESY...
September 23, 2016: Journal of Asian Natural Products Research
Pham Van Khang, Dao Mai Phuong, Lei Ma
Two new steroids were isolated from acid hydrolysis residue of the rhizomes of Anemarrhena asphodeloides. Their structures were identified on the basis of several spectroscopic analysis approaches including 1D, 2D-NMR techniques, and MS data, and by the comparison of spectral data of the known compounds. The biological activities of these two isolated compounds were explored on α-glucosidase. Compound 1 displayed 4.7 folds inhibitory activity against α-glucosidase compared with the positive control acarbose...
September 23, 2016: Journal of Asian Natural Products Research
Jing Zhang, Yan-Bo Huo, Yan Liu, Jun-Tao Feng, Zhi-Qing Ma, Chuan-Shu Zhu, Xing Zhang
Tripterygium wilfordii Hook. f. is the traditional medicinal plants in China. Triptolide, wilforgine, and wilforine are the bioactive compounds in T. wilfordii. In this study, the contents of three metabolites and transcription levels of 21 genes involved in three metabolites biosynthesis in T. wilfordii were examined using high-performance liquid chromatography and reverse transcription PCR after application of methyl jasmonate (MeJA) on hairy roots in time course experiment (3-24 h). The results indicated that application of MeJA inhibited triptolide accumulation and promoted wilforgine and wilforine metabolites biosynthesis...
September 21, 2016: Journal of Asian Natural Products Research
Hoang Le Tuan Anh, Do Thanh Tuan, Do Thi Trang, Bui Huu Tai, Nguyen Xuan Nhiem, Pham Hai Yen, Phan Van Kiem, Chau Van Minh, Tran Minh Duc, Hee Kyoung Kang, Youn Chul Kim, Young Ho Kim
Inhibitory effects of NO production in RAW 264.7 macrophages guided the isolation of nine prenylated isoflavones, including a new cudraisoflavone L (1) and eight known metabolites furowanin B (2), erysubin A (3), wighteone (4), lupalbigenin (5), laburnetin (6), isolupalbigenin (7), 6,8-diprenylorobol (8), millewanin H (9) from the leaves of Cudrania tricuspidata. At the concentration of 10 μM, compounds 1, 2, and 4 significantly inhibited NO production with the inhibitory values of 72.5 ± 2.4, 66.9 ± 1...
September 21, 2016: Journal of Asian Natural Products Research
Dan-Qi Li, Di Wang, Le Zhou, Ling-Zhi Li, Qing-Bo Liu, Ying-Ying Wu, Jing-Yu Yang, Shao-Jiang Song, Chun-Fu Wu
In the search for biologically active compounds from the roots of Bupleurum chinense D C., phytochemical investigation of its ethanol extract led to the isolation and identification of a new 8-O-4' neolignan glucoside, saikolignanoside A (1), along with eight known lignans (2-9). Their structures were determined on the basis of IR, UV, HRESIMS, and NMR spectroscopic analyses. The antioxidant and cytotoxic effects of isolated compounds were evaluated in vitro. The isolated compounds (IC50 > 200 μM) did not display 2, 2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity...
September 21, 2016: Journal of Asian Natural Products Research
Qiang Fu, Yu Ma, Jiang Chen, Hai-Mei Yuan, Yu-Zhong Zheng
Two new C-glucosyl flavonoids 6''-O-feruloylspinosin and 6''-O-feruloyl-6'''-p-hydroxybenzoylspinosin, together with five known compounds, were isolated from the seeds of Ziziphus jujube (Rhamnaceae family). Their structures were elucidated on the basis of chemical and spectroscopic evidences. Compounds 1-7 showed moderate inhibitory effects against COX-1 and COX-2 enzymes.
September 21, 2016: Journal of Asian Natural Products Research
Xue-Mei Li, Jin-Long Cai, Le Wang, Wen-Xiang Wang, Hong-Lian Ai, Zi-Chao Mao
Two new phenolic acid compounds, asparoffin C (1) and asparoffin D (2), together with four known compounds, asparenyol (3), gobicusin B (4), 1-methoxy-2-hydroxy-4-[5-(4-hydroxyphenoxy)-3-penten-1-ynyl] phenol (5), and asparinin A (6), have been isolated from the stems of Asparagus officinalis. The structures were established by extensive spectroscopic methods (MS and 1D and 2D NMR). Compound 6 has obvious antitumor activities both in vitro and in vivo.
September 13, 2016: Journal of Asian Natural Products Research
Xia-Nan Sang, Shao-Fei Chen, Xiao An, Gang Chen, Hai-Feng Wang, Yue-Hu Pei
A novel 3,4-dihydronaphthalen-1(2H)-one with spiro-butyrolactone phomol (1) and a new isocoumarin phomasatin (2), together with two known compounds (3-4) were isolated from the solid culture of the endophytic fungus Phoma sp. YN02-P-3. Their structures including the absolute configurations were characterized on the basis of extensive 1D, 2D NMR (HSQC, HMBC, NOESY), MS, and CD spectral data. Compound 1 showed selective cytotoxic activity against HL-60 cell line with the IC50 value of 29.05 μM.
September 7, 2016: Journal of Asian Natural Products Research
Jian-Song Li, Hui Zhang, Shao-Yong Zhang, Hai-Yan Wang, Ji Zhang, An-Liang Chen, Ji-Dong Wang, Wen-Sheng Xiang
Two new macrocyclic lactones, 4,25-diethyl-4,25-demethyl-milbemycin β3 (1) and 27-formaldehyde-milbemycin β14 (2), were isolated from a genetically engineered strain Streptomyces bingchenggensis BCJ60. Their structures were determined on the basis of spectroscopic analysis, including 1D and 2D NMR techniques as well as ESI-MS and comparison with data from the literature. The acaricidal and nematocidal capacities of compounds 1 and 2 were evaluated against Tetranychus cinnabarinus and Bursaphelenchus xylophilus, respectively...
September 2, 2016: Journal of Asian Natural Products Research
Zong-Yang Li, Qing-Zhong Li, Guo-Xu Ma, Lei Chen, Ce Zhang, Bao-Dong Chen, Jun-Shan Yang, Wei-Ping Li
Plant-derived natural products have been the highly significant sources of novel antitumor agents. The cassane-type diterpenes of genus Caesalpinia have been reported to bear antiproliferative activities toward different types of cancer cells. In this study, we evaluated the antineoplasmic activities of 16 natural origin cassane-type diterpenes isolated from the CHCl3 extract of the seeds of C. minax in pituitary adenomas cells and identified caesalpin G (CAG) showed the strongest cytotoxicity. Moreover, we further investigated the structure-activity relationship and molecular mechanism of these derivatives systematically...
September 2, 2016: Journal of Asian Natural Products Research
Sabrin R M Ibrahim, Gamal A Mohamed
A new β-carboline alkaloid ingenine E (4), along with three known metabolites annomontine (1), acanthomine A (2), and 1,2,3,4-tetrahydronorharman-1-one (3) were isolated from the Indonesian marine sponge Acanthostrongylophora ingens. Their structure characterization was unequivocally carried out using one- and two-dimensional NMR spectroscopy, as well as high-resolution mass spectrometry. The cytotoxic activity of the isolated compounds was evaluated toward MCF7, A549, HCT116, PC12, and Hela cancer cell lines...
September 2, 2016: Journal of Asian Natural Products Research
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